(6aS)-1,10-dimethoxy-2,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol

Details

• Internal ID: d5d382a2-73ed-4e77-9fd4-64f8d691a79d
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-1,10-dimethoxy-2,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
• InChI: InChI=1S/C20H23NO3/c1-11-7-12-5-6-21(2)15-8-13-9-16(22)17(23-3)10-14(13)19(18(12)15)20(11)24-4/h7,9-10,15,22H,5-6,8H2,1-4H3/t15-/m0/s1
• InChI Key: MHVCSDLBQKSFQV-HNNXBMFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.16779360 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9103	91.03%
Caco-2	+	0.9038	90.38%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6388	63.88%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9348	93.48%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6452	64.52%
P-glycoprotein inhibitior	-	0.8429	84.29%
P-glycoprotein substrate	-	0.7423	74.23%
CYP3A4 substrate	+	0.6139	61.39%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.8078	80.78%
CYP3A4 inhibition	-	0.8877	88.77%
CYP2C9 inhibition	-	0.9329	93.29%
CYP2C19 inhibition	-	0.8957	89.57%
CYP2D6 inhibition	+	0.7375	73.75%
CYP1A2 inhibition	+	0.8697	86.97%
CYP2C8 inhibition	-	0.7264	72.64%
CYP inhibitory promiscuity	-	0.9263	92.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7044	70.44%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9556	95.56%
Skin irritation	-	0.7437	74.37%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6928	69.28%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7418	74.18%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9324	93.24%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	-	0.4805	48.05%
Androgen receptor binding	-	0.5672	56.72%
Thyroid receptor binding	+	0.5876	58.76%
Glucocorticoid receptor binding	+	0.7227	72.27%
Aromatase binding	-	0.5321	53.21%
PPAR gamma	+	0.7603	76.03%
Honey bee toxicity	-	0.9003	90.03%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8815	88.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.00%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.87%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	95.38%	91.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.33%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.93%	93.40%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	92.50%	95.70%
CHEMBL4208	P20618	Proteasome component C5	92.35%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.74%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	89.42%	88.48%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.36%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.81%	89.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.30%	91.03%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.25%	82.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.75%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.26%	86.33%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	87.24%	95.34%
CHEMBL2535	P11166	Glucose transporter	87.04%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	85.93%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.89%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.59%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.08%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	84.86%	95.12%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.79%	95.78%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.15%	96.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.06%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.12%	93.65%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.08%	94.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.27%	89.00%

Plants that contains it

• Litsea lancifolia

Cross-Links

• PubChem: 162955237
• LOTUS: LTS0089934
• wikiData: Q105164202